iTunes eww, get a decent FLAC converter for it - at least they are available now. Nearly all MP3 and "audiophile" don't go together, Apple lossless ain't that great either. Just get something reasonable or you won't benefit from it - for example Bose/B&W cheaper stuff. I use my Mac with a Naim MuSo and that's dreamy but expensive. Suspect anything Blutooth or Airplay will be much better than a jack. Don't get suckered in by anything by Beats - laughable quality unless you like over produced X-Factor cack.
If not totally off topic and you want portable/lightweight/camping those little ceramic ball type speakers are amazing for the price (£20 or so now i think for the good uns) - best to have a couple though